Journal of the American Chemical Society

Dipole-stabilized carbanions: the. alpha.'lithiation of piperidides

P Beak, WJ Zajdel

Index: Beak, Peter; Zajdel, William J. Journal of the American Chemical Society, 1984 , vol. 106, # 4 p. 1010 - 1018

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Citation Number: 86

Abstract

Abstract: The a'lithiations and subsequent electrophilic substitutions of two series of piperidides are reported. In the cases of 2, 4, 6-triisopropylbenzopiperidide (5) and 4-tert- butyl-2, 4, 6-triisopropylbenzopiperidide (6) lithiations and electrophilic substitutions give a'- substituted products, as shown in Table I, which cannot be cleaved. 2, 2- Diethylbutanopiperidide (19), 4-phenyl-2, 2-diethylbutanopiperidide (20), and N, N-diethyl ...